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

Joel D. Enas; J. Antonio Palenzuela; William H. Okamura

doi:10.1021/ja00004a043

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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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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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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ChemInform Abstract: Mechanistic Studies by Deuterium Labeling and Related Kinetic Investigations of the (1,5)-Sigmatropic Hydrogen Shift of Vitamin D Type Vinylallenes.

ChemInform ◽

10.1002/chin.198705102 ◽

1987 ◽

Vol 18 (5) ◽

Author(s):

S. A. BARRACK ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Mechanistic Studies ◽

Deuterium Labeling ◽

Hydrogen Shift ◽

Kinetic Investigations

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Studies on vitamin D (calciferol) and its analogs. 29. Mechanistic studies by deuterium labeling and related kinetic investigations of the [1,5]-sigmatropic hydrogen shift of vitamin D type vinylallenes

The Journal of Organic Chemistry ◽

10.1021/jo00366a025 ◽

1986 ◽

Vol 51 (16) ◽

pp. 3201-3206 ◽

Cited By ~ 11

Author(s):

Sheri A. Barrack ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Mechanistic Studies ◽

Deuterium Labeling ◽

Hydrogen Shift ◽

Kinetic Investigations

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ChemInform Abstract: Synthesis of 3-Deoxy-1α,25-dihydroxy-9,11-dehydrovitamin D3 (II). Selective Formation of 6β-Vitamin D Vinylallenes and Their Thermal (1,5)-Sigmatropic Hydrogen Shift.

ChemInform ◽

10.1002/chin.198820292 ◽

1988 ◽

Vol 19 (20) ◽

Author(s):

R. A. GIBBS ◽

W. H. OKAMURA

Keyword(s):

Vitamin D ◽

Hydrogen Shift ◽

Selective Formation

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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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A- AND C-RING MODIFIED VITAMIN D ANALOGUES: A MECHANISTIC STUDY OF THE PREVITAMIN OF THE [1,7]-SIGMATROPIC HYDROGEN SHIFT D-VITAMIN D EQUILIBRIUM

Vitamin D ◽

10.1515/9783110846713.58 ◽

1988 ◽

pp. 58-59

Keyword(s):

Vitamin D ◽

Mechanistic Study ◽

Hydrogen Shift ◽

Vitamin D Analogues

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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 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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Synthesis of 3-deoxy-1α,25-dihydroxy-9,11-dehydrovitamin D3: Selective formation of 6β-vitamin D vinylallenes and their thermal [1,5]-sigmatropic hydrogen shift

Tetrahedron Letters ◽

10.1016/s0040-4039(00)96853-9 ◽

1987 ◽

Vol 28 (48) ◽

pp. 6021-6024 ◽

Cited By ~ 8

Author(s):

Richard A. Gibbs ◽

William H. Okamura

Keyword(s):

Vitamin D ◽

Hydrogen Shift ◽

Selective Formation

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