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Vitamin D 3 Synthetic Studies: Enantiospecific Synthesis of the CD Ring Fragment
Author(s) -
Clasby Martin C.,
Craig Donald,
Marsh Andrew
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199314441
Subject(s) - pulegone , intramolecular force , chemistry , fragment (logic) , vitamin , stereochemistry , cycloaddition , ring (chemistry) , vitamin d and neurology , combinatorial chemistry , organic chemistry , biochemistry , biology , chromatography , essential oil , computer science , programming language , endocrinology , catalysis
The activity of highly oxygenated derivatives of vitamin D 3 in cancer and psoriasis therapies makes these compounds attractive synthetic goals. Here the vitamin D 3 building block 3 was synthesized enantiospecifcally from (+)‐( R )pulegone ( 1 ). The intramolecular cycloaddition of 2 is a key step in the reaction.