Stereoselective Synthesis of Polysubstituted Tetrahydropyrans by Radical Cyclization of Epoxides using a Transition-Metal Radical Source

Biplab Banerjee; Subhas Chandra Roy

doi:10.1002/ejoc.200500424

Stereoselective Synthesis of Polysubstituted Tetrahydropyrans by Radical Cyclization of Epoxides using a Transition-Metal Radical Source

European Journal of Organic Chemistry ◽

10.1002/ejoc.200500424 ◽

2006 ◽

Vol 2006 (2) ◽

pp. 489-497 ◽

Cited By ~ 14

Author(s):

Biplab Banerjee ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Stereoselective Synthesis ◽

Radical Cyclization ◽

Metal Radical

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ChemInform Abstract: Stereoselective Synthesis of Polysubstituted Tetrahydrofurans by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source. Application to the Total Synthesis of (.+-.)-Methylenolactocin and (.+-.)-Protolichesterinic Aci

ChemInform ◽

10.1002/chin.199833155 ◽

2010 ◽

Vol 29 (33) ◽

pp. no-no

Author(s):

P. K. MANDAL ◽

G. MAITI ◽

S. C. ROY

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Stereoselective Synthesis ◽

Radical Cyclization ◽

Metal Radical

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Stereoselective Synthesis of Polysubstituted Tetrahydropyrans by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source.

ChemInform ◽

10.1002/chin.200621137 ◽

2006 ◽

Vol 37 (21) ◽

Author(s):

Biplab Banerjee ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Stereoselective Synthesis ◽

Radical Cyclization ◽

Metal Radical

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Stereoselective Synthesis of Polysubstituted Tetrahydrofurans by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source. Application to the Total Synthesis of (±)-Methylenolactocin and (±)-Protolichesterinic Acid

The Journal of Organic Chemistry ◽

10.1021/jo971526d ◽

1998 ◽

Vol 63 (9) ◽

pp. 2829-2834 ◽

Cited By ~ 68

Author(s):

Pijus Kumar Mandal ◽

Gourhari Maiti ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Stereoselective Synthesis ◽

Radical Cyclization ◽

Metal Radical

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ChemInform Abstract: Total Synthesis of (.+-.)-Methylenolactocin by Radical Cyclization of an Epoxide Using a Transition-Metal Radical.

ChemInform ◽

10.1002/chin.199624250 ◽

2010 ◽

Vol 27 (24) ◽

pp. no-no

Author(s):

G. MAITI ◽

S. C. ROY

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Radical Cyclization ◽

Metal Radical

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ChemInform Abstract: A Short and Stereoselective Total Synthesis of (.+-.)-Sesamin by Radical Cyclization of an Epoxide Using a Transition-Metal Radical Source.

ChemInform ◽

10.1002/chin.200108218 ◽

2001 ◽

Vol 32 (8) ◽

pp. no-no

Author(s):

Kalyan Kumar Rana ◽

Chandrani Guin ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Radical Cyclization ◽

Metal Radical

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Short and Stereoselective Total Synthesis of Furano Lignans (±)-Dihydrosesamin, (±)-Lariciresinol Dimethyl Ether, (±)-Acuminatin Methyl Ether, (±)-Sanshodiol Methyl Ether, (±)-Lariciresinol, (±)-Acuminatin, and (±)-Lariciresinol Monomethyl Ether and Furofuran Lignans (±)-Sesamin, (±)-Eudesmin, (±)-Piperitol Methyl Ether, (±)-Pinoresinol, (±)-Piperitol, and (±)-Pinoresinol Monomethyl Ether by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source

The Journal of Organic Chemistry ◽

10.1021/jo010857u ◽

2002 ◽

Vol 67 (10) ◽

pp. 3242-3248 ◽

Cited By ~ 68

Author(s):

Subhas Chandra Roy ◽

Kalyan Kumar Rana ◽

Chandrani Guin

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Dimethyl Ether ◽

Methyl Ether ◽

Monomethyl Ether ◽

Radical Cyclization ◽

Metal Radical

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ChemInform Abstract: Short and Stereoselective Total Synthesis of (.+-.)-Dihydrosesamin and (.+-.)-Acuminatin Methyl Ether by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source.

ChemInform ◽

10.1002/chin.200145251 ◽

2010 ◽

Vol 32 (45) ◽

pp. no-no

Author(s):

Kalyan Kumar Rana ◽

Chandrani Guin ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Methyl Ether ◽

Radical Cyclization ◽

Metal Radical

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ChemInform Abstract: Total Synthesis of (.+-.)-Dihydroprotolichesterinic Acid and Formal Synthesis of (.+-.)-Roccellaric Acid by Radical Cyclization of an Epoxide Using a Transition-Metal Radical Source.

ChemInform ◽

10.1002/chin.200002239 ◽

2010 ◽

Vol 31 (2) ◽

pp. no-no

Author(s):

Pijus Kumar Mandal ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Radical Cyclization ◽

Formal Synthesis ◽

Metal Radical

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ChemInform Abstract: Synthesis of Spirocyclic Ethers by Radical Cyclization of Epoxides Using a Transition-Metal Radical Source.

ChemInform ◽

10.1002/chin.200206113 ◽

2010 ◽

Vol 33 (6) ◽

pp. no-no

Author(s):

Kalyan Kumar Rana ◽

Chandrani Guin ◽

Subhas Chandra Roy

Keyword(s):

Transition Metal ◽

Radical Cyclization ◽

Metal Radical

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Insertion Reaction of 2-Halo-N-allylanilines with K2S Involving Trisulfur Radical Anion: Synthesis of Benzothiazole Derivatives under Transition-Metal-Free Conditions

Synthesis ◽

10.1055/s-0040-1706104 ◽

2020 ◽

Author(s):

Yan-Wei Zhao ◽

Shun-Yi Wang ◽

Xin-Yu Liu ◽

Tian Jiang ◽

Weidong Rao

Keyword(s):

Transition Metal ◽

Radical Anion ◽

Radical Cyclization ◽

Transition Metal Catalysis ◽

Insertion Reaction ◽

Metal Catalysis ◽

Metal Free ◽

Benzothiazole Derivatives

AbstractA synthesis of benzothiazole derivatives through the reaction of 2-halo-N-allylanilines with K2S in DMF is developed. The trisulfur radical anion S3·–, which is generated in situ from K2S in DMF, initiates the reaction without transition-metal catalysis or other additives. In addition, two C–S bonds are formed and heteroaromatization of benzothiazole is triggered by radical cyclization and H-shift.

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