Journal
SYNTHESIS-STUTTGART
Volume 49, Issue 6, Pages 1410-1418Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588911
Keywords
antidepressant drug; unusual Grignard reaction; Sharpless asymmetric dihydroxylation; reductive dehydroxylation
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Funding
- CSIR, New Delhi, India
- XIIth five year plan program u [CSC-0301, CSC-0108]
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An enantioselective synthesis of antidepressant drug (R)-(-)-venlafaxine is accomplished as an application of recently explored unusual Grignard reaction. An innovative method for the generation of chirality at extremely reactive benzylic center along with determination of absolute stereochemistry has been discussed. The key steps involved in the synthesis include Sharpless asymmetric dihydroxylation for the induction of chirality and an unusual Grignard reaction.
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