ASYMMETRIC-SYNTHESIS OF (S)-CHROMANETHANOL AS A USEFUL SYNTHETIC UNIT OF VITAMIN-E ANALOGS

The Optically active chromanethanol(1) was synthesized by utilizing the catalytic asymmetric Sharpless epoxidation as a key reaction. Cyclization of the diol(7) to the (S)-O-benzyl chromanethanol(8) with Ph(3)CBF(4) in one step was observed to proceed with complete retention of the configuration.

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Bibliographic Details
Published inSynlett no. 12; p. 1255
Main Authors MIZUGUCHI, E, ACHIWA, K
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.12.1995
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ASYMMETRIC EPOXIDATION
(2R,4'R,8'R)-ALPHA-TOCOPHEROL
MDL-73404
CHROMANETHANOL
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Summary:The Optically active chromanethanol(1) was synthesized by utilizing the catalytic asymmetric Sharpless epoxidation as a key reaction. Cyclization of the diol(7) to the (S)-O-benzyl chromanethanol(8) with Ph(3)CBF(4) in one step was observed to proceed with complete retention of the configuration.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-1995-5258