Flexible Synthetic Approach to a (S)‐Norcamphor‐Based Hydroperoxide: An Efficient Oxidant for Asymmetric Sulfoxidations
Flexible Synthetic Approach to a (S)‐Norcamphor‐Based Hydroperoxide: An Efficient Oxidant for Asymmetric Sulfoxidations
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(S)-去甲樟脑基氢过氧化物的灵活合成方法:一种用于不对称磺氧化的有效氧化剂
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发表时间:
2006
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通讯作者:
A. Scettri
中科院分区:
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作者:
A. Lattanzi;S. Piccirillo;A. Scettri
The renewable tertiary (S)-norcamphor-based hydroperoxide 3 has been efficiently obtained by a simple 4-step route. Remarkably, complete diastereocontrol was observed in the hydroperoxidation step. This oxidant, when used in the Ti-catalyzed asymmetric sulfoxidation, showed to be as reactive as previously reported hydroperoxide 2, but more importantly, high chemoselectivity and improved asymmetric induction were achieved. The synthetic approach used offers the opportunity for designing a variety of functionalized and potentially more efficient norcamphor-based hydroperoxides. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)