Mass spectral fragmentation of functionalized lanostanes-I

Mass spectral fragmentation of functionalized lanostanes-I
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功能化羊毛甾烷-I 的质谱裂解

DOI:
10.1002/oms.1210110402
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发表时间:
1976
影响因子:
2.3
通讯作者:
Jerry Ray Dias
Jerry Ray Dias
中科院分区:
化学4区
文献类型:
--
作者:
Jerry Ray Dias

文献摘要

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比较了各种官能化羊毛甾烷及其氘代类似物的质谱。有人提出,从18-甲基基团的氢转移到11-氧代基团通过麦克拉菲重排是几何可能的13,14键,允许一个最佳的原子间距离之间的氧和氢被收购之前的电离; 8,9双键是一个必要的电子感应的这个特定的过程。在3β-乙酰氧基-7 β-羟基-5 α-羊毛甾烷-11-酮的质谱图中,氢从7β-羟基转移至14位。
Mass spectra of various functionalized lanostanes and their deuterated analogs are compared. It is proposed that the transfer of a hydrogen from the 18-methyl group to the 11-oxo group via a McLafferty rearrangement is made geometrically possible by prior ionization of the 13,14 bond which allows an optimum interatomic distance between the oxygen and hydrogen to be acquired; the 8,9 double bond is a requisite for electronic induction of this specific process. Transfer of the hydrogen from the 7β-hydroxy group to position 14 is implicated in the mass spectrum of 3β-acetoxy-7β-hydroxy-5α-lanostan-11-one.