Journal
ORGANIC LETTERS
Volume 2, Issue 20, Pages 3119-3121Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol006321x
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[GRAPHICS] The beta-amino alcohol 4 beta-morpholinocaran-3 alpha-ol is prepared by addition of morpholine to alpha-3,4-epoxycarane utilizing anhydrous magnesium bromide as Lewis acid promoter. The enantiopure amino alcohol is uniquely effective as a chiral moderator for the addition of lithium cyclopropylacetylide to an unprotected N-acylketimine. This reaction provides an efficient route to the second generation NNRTI drug candidate DPC 963.
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