Studies of vitamin D (calciferol) and its analogs. 30. Thermal [1,7]-sigmatropic hydrogen shifts: stereochemistry, kinetics, isotope effects and .pi.-facial selectivity

Carl A. Hoeger; Allen D. Johnston; William H. Okamura

doi:10.1021/ja00249a035

Studies of vitamin D (calciferol) and its analogs. 30. Thermal [1,7]-sigmatropic hydrogen shifts: stereochemistry, kinetics, isotope effects and .pi.-facial selectivity

Journal of the American Chemical Society ◽

10.1021/ja00249a035 ◽

1987 ◽

Vol 109 (15) ◽

pp. 4690-4698 ◽

Cited By ~ 42

Author(s):

Carl A. Hoeger ◽

Allen D. Johnston ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Isotope Effects ◽

Facial Selectivity ◽

Hydrogen Shifts

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ChemInform Abstract: Vitamin D (Calciferol) and Its Analogues. Part 30. Thermal (1,7) Sigmatropic Hydrogen Shifts: Stereochemistry, Kinetics, Isotope Effects, and π-Facial Selectivity.

ChemInform ◽

10.1002/chin.198747358 ◽

1987 ◽

Vol 18 (47) ◽

Author(s):

C. A. HOEGER ◽

A. D. JOHNSTON ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Isotope Effects ◽

Facial Selectivity ◽

Hydrogen Shifts

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Studies on vitamin D (calciferol) and its analogs. 38. [1,7]-Sigmatropic hydrogen shifts of A-norvitamin D analogs: ring size and substituent effects on the previtamin D-vitamin D equilibrium

Journal of the American Chemical Society ◽

10.1021/ja00010a032 ◽

1991 ◽

Vol 113 (10) ◽

pp. 3873-3881 ◽

Cited By ~ 23

Author(s):

Joel D. Enas ◽

Giin Yuan Shen ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Substituent Effects ◽

Ring Size ◽

Hydrogen Shifts

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Studies on vitamin D (calciferol) and its analogs. 37. A-Homo-11-hydroxy-3-deoxy vitamin D: ring size and .pi.-facial selectivity effects on the [1,7]-sigmatropic hydrogen shift of previtamin D to vitamin D

Journal of the American Chemical Society ◽

10.1021/ja00004a043 ◽

1991 ◽

Vol 113 (4) ◽

pp. 1355-1363 ◽

Cited By ~ 15

Author(s):

Joel D. Enas ◽

J. Antonio Palenzuela ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Ring Size ◽

Hydrogen Shift ◽

Facial Selectivity

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Corrigendum to “Hydrogen shifts in cyclohexylcarbenes. Spatial dependence of activating power and of primary deuterium isotope effects” [Tetrahedron 53 (1997) 14871]

Tetrahedron ◽

10.1016/s0040-4020(98)00001-5 ◽

1998 ◽

Vol 54 (10) ◽

pp. 1954

Author(s):

James A. Kenar ◽

Alex Nickon

Keyword(s):

Spatial Dependence ◽

Isotope Effects ◽

Deuterium Isotope Effects ◽

Hydrogen Shifts

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ChemInform Abstract: Hydrogen Shifts in Cyclohexylcarbenes. Spatial Dependence of Activating Power and of Primary Deuterium Isotope Effects.

ChemInform ◽

10.1002/chin.199807072 ◽

2010 ◽

Vol 29 (7) ◽

pp. no-no

Author(s):

J. A. KENAR ◽

A. NICKON

Keyword(s):

Spatial Dependence ◽

Isotope Effects ◽

Deuterium Isotope Effects ◽

Hydrogen Shifts

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Studies on vitamin D (calciferol) and its analogs. 23. Effect of 3-methyl substituents on the thermal [1,5]- and [1,7]-sigmatropic hydrogen shifts of vinylallenes and other seco steroids related to vitamin D: synthesis of 3-methyl- and 3,3-dimethyl-substituted analogs of 3-deoxy-1.alpha.,25-dihydroxyvitamin D3

Journal of the American Chemical Society ◽

10.1021/ja00386a042 ◽

1982 ◽

Vol 104 (22) ◽

pp. 6099-6105 ◽

Cited By ~ 30

Author(s):

Gregory A. Leyes ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Dihydroxyvitamin D3 ◽

Hydrogen Shifts

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ChemInform Abstract: Vitamin D (Calciferol) and Its Analogues. Part 38. (1,7)-Sigmatropic Hydrogen Shifts of A-Norvitamin D Analogues: Ring Size and Substituent Effects on the Previtamin D-Vitamin D Equilibrium.

ChemInform ◽

10.1002/chin.199134246 ◽

2010 ◽

Vol 22 (34) ◽

pp. no-no

Author(s):

J. D. ENAS ◽

G.-Y. SHEN ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Substituent Effects ◽

Ring Size ◽

Hydrogen Shifts

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ChemInform Abstract: STUDIES ON VITAMIN D (CALCIFEROL) AND ITS ANALOGS. 23. EFFECT OF 3-METHYL SUBSTITUENTS ON THE THERMAL (1,5)- AND (1,7)-SIGMATROPIC HYDROGEN SHIFTS OF VINYLALLENES AND OTHER SECO STEROIDS RELATED TO VITAMIN D: SYNTHESIS OF 3-METHYL- AN

Chemischer Informationsdienst ◽

10.1002/chin.198305342 ◽

1983 ◽

Vol 14 (5) ◽

Author(s):

G. A. LEYES ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Hydrogen Shifts

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ChemInform Abstract: Recent Advances in Vitamin D Chemistry: (1,7)-Sigmatropic Hydrogen Shifts and tert-Butyl Substituted Vitamin D Analogs

Chemischer Informationsdienst ◽

10.1002/chin.198652349 ◽

1986 ◽

Vol 17 (52) ◽

Author(s):

W. H. OKAMURA ◽

C. A. HOEGER ◽

A. D. JOHNSTON ◽

A. MOURINO

Keyword(s):

Vitamin D ◽

Vitamin D Analogs ◽

Tert Butyl ◽

Recent Advances ◽

Hydrogen Shifts

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ChemInform Abstract: Studies on Vitamin D (Calciferol) and Its Analogues. Part 37. A-Homo- 11-hydroxy-3-deoxyvitamin D: Ring Size and π-Facial Selectivity Effects on the (1,7)-Sigmatropic Hydrogen Shift of Previtamin D to Vitamin D.

ChemInform ◽

10.1002/chin.199126272 ◽

2010 ◽

Vol 22 (26) ◽

pp. no-no

Author(s):

J. D. ENAS ◽

J. A. PALENZUELA ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Ring Size ◽

Hydrogen Shift ◽

Facial Selectivity

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