Interrupted Pummerer Reaction in Latent-Active Glycosylation: Glycosyl Donors with a Recyclable and Regenerative Leaving Group

2015 ◽  
Vol 127 (48) ◽  
pp. 14640-14644 ◽  
Author(s):  
Penghua Shu ◽  
Xiong Xiao ◽  
Yueqi Zhao ◽  
Yang Xu ◽  
Wang Yao ◽  
...  
Keyword(s):  
Pummerer Reaction ◽  
Leaving Group ◽  
Glycosyl Donors

Interrupted Pummerer Reaction in Latent-Active Glycosylation: Glycosyl Donors with a Recyclable and Regenerative Leaving Group

2015 ◽  
Vol 54 (48) ◽  
pp. 14432-14436 ◽  
Author(s):  
Penghua Shu ◽  
Xiong Xiao ◽  
Yueqi Zhao ◽  
Yang Xu ◽  
Wang Yao ◽  
...  
Keyword(s):  
Pummerer Reaction ◽  
Leaving Group ◽  
Glycosyl Donors

Design, Development and Utility of Glycosyl Donors Bearing an Acetoxymethoxy Leaving Group

1998 ◽  
Vol 27 (9) ◽  
pp. 863-864 ◽  
Author(s):  
Hari Babu Mereyala ◽  
Srinivas Reddy Gurrala
Keyword(s):  
Design Development ◽  
Leaving Group ◽  
Glycosyl Donors

A new glycosylation method using glycosyl donors substituted by enol ether as a leaving group

1999 ◽  
Vol 40 (8) ◽  
pp. 1531-1534 ◽  
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  
Keyword(s):  
Enol Ether ◽  
Leaving Group ◽  
Glycosyl Donors

“Armed-disarmed” glycosidation strategy based on glycosyl donors and acceptors carrying phosphoroamidate as a leaving group: A convergent synthesis of globotriaosylceramide

1997 ◽  
Vol 38 (52) ◽  
pp. 8969-8972 ◽  
Author(s):  
Shun-ichi Hashimoto ◽  
Hiroki Sakamoto ◽  
Takeshi Honda ◽  
Hiroshi Abe ◽  
Sei-ichi Nakamura ◽  
...  
Keyword(s):  
Convergent Synthesis ◽  
Leaving Group ◽  
Group A ◽  
Glycosyl Donors

Interrupted Pummerer Reaction in Latent/Active Glycosylation

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 148-156 ◽  
Author(s):  
Lingkui Meng ◽  
Jing Zeng ◽  
Qian Wan
Keyword(s):  
Natural Products ◽  
Reaction Mechanism ◽  
Pummerer Reaction ◽  
Glycosyl Donors

A latent/active glycosylation strategy is efficient for rapid ­assembly of oligosaccharides. We recently developed novel OPTB/OPSB and SPTB/SPSB glycosides as two pairs of latent/active glycosyl donors. The active OPSB and SPSB glycosyl donors are efficiently activated by Tf2O via an interrupted Pummerer reaction mechanism. In this account, the design, developments, mechanism studies and applications of these new glycosylation methodologies are described.1 Introduction2 Conceiving Ideas3 Synthesis of OPSB and SPSB Glycosides4 Substrate Scope5 Application in the Synthesis of Natural Products6 Conclusion

ChemInform Abstract: A New Glycosylation Method Using Glycosyl Donors Substituted by Enol Ether as a Leaving Group.

ChemInform ◽  
2010 ◽  
Vol 30 (20) ◽  
pp. no-no
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  
Keyword(s):  
Enol Ether ◽  
Leaving Group ◽  
Glycosyl Donors

Glycosylortho-Methoxybenzoates: Catalytically Activated Glycosyl Donors with an Easily Removable and Recyclable Leaving Group

2016 ◽  
Vol 2016 (32) ◽  
pp. 5365-5376 ◽  
Author(s):  
Steffan K. Kristensen ◽  
Stéphane Salamone ◽  
Michelle R. Rasmussen ◽  
Mikkel H. S. Marqvorsen ◽  
Henrik H. Jensen
Keyword(s):  
Leaving Group ◽  
Glycosyl Donors
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