Maruoka asymmetric allylation, chelation-controlled 1,3-induced allylation, iterative iodocyclization and ring-closing metathesis reactions were used sequentially to achieve the first total synthesis and structure confirmation of cryptocaryol A.<\/p>\n

http:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ejoc.201201309\/abstract<\/a><\/p>\n

The first enantioselective total synthesis of Pdcd4-stabilizing cryptocaryol A, a secondary metabolite obtained from a tropical tree, has been achieved through an iterative approach to the 1,3-polyol motif. The key steps are a Maruoka allylation, a Reetz chelation-controlled allylation with 1,3-induction, iterative diastereoselective iodocyclization, and ring-closing metathesis reactions.<\/p>\n

Dedicated to Dr. Mukund K. Gurjar on the occasion of his 60th birthday<\/p>\n

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