Efficient enantio- and diastereodivergent synthesis of poison-frog alkaloids 251O and trans-223B.
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ABSTRACT:
SUBMITTER: Toyooka N
PROVIDER: S-EPMC2747258 | biostudies-literature | 2009 Sep
REPOSITORIES: biostudies-literature
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Efficient enantio- and diastereodivergent synthesis of poison-frog alkaloids 251O and trans-223B.
Toyooka Naoki N Zhou Dejun D Nemoto Hideo H Tezuka Yasuhiro Y Kadota Shigetoshi S Andriamaharavo Nirina R NR Garraffo H Martin HM Spande Thomas F TF Daly John W JW
The Journal of organic chemistry 20090901 17
An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C(7)H(15), R' = n-Pr) and 14 by the present enantioselective synthesis. ...[more]
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