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ChemInform Abstract: Radical-Mediated Construction of Cyclopentane with Concurrent Formation of a Well-Defined Quaternary Center.

✍ Scribed by Qiang Zhu; Li-Xin Qiao; Yikang Wu; Yu-Lin Wu


Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Radical-Mediated Construction of Cyclopentane with Concurrent

Formation of a Well-Defined Quaternary Center.

-With a view to the synthesis of cyclopentane precursors for diterpene compound (VIII), a novel radical-mediated cyclization reaction of cyclic acetals (I) and (V) is developed which gives cyclopentanes with high yields and diastereoselectivities. These cyclic acetals give much better results than an approach with an open chain precursor. Although the products have not the desired configuration for the target diterpene, compounds (III) and (VII) can serve as very useful building blocks for other synthetic targets. -(ZHU,


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## Abstract Even alkyl alkynals (IV) are converted with excellent enantioselectivities using higher catalyst loading and a longer reaction time.