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A New Diastereodivergent Synthesis of 1,2‐Disubstituted Homopropargylic Alcohols
Author(s) -
Chemla Fabrice,
Bernard Nicolas,
Normant Jean
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199909)1999:9<2067::aid-ejoc2067>3.0.co;2-r
Subject(s) - chemistry , moiety , ring (chemistry) , stereochemistry , inversion (geology) , combinatorial chemistry , organic chemistry , paleontology , structural basin , biology
1,2‐Disubstituted homopropargylic alcohols can be prepared in a diastereodivergent fashion starting from propargylic epoxides by BF 3 ‐catalysed direct ring‐opening or by double inversion through the intermediate formation of a bromoallenol moiety.