Stereospecific
- Page ID
- 42956
\( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}} } \) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash {#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\)
If, in a reaction, stereoisomeric (see stereoisomers) reactants gives stereoisomeric products, the reaction is said to be stereospecific.
eg. 1:
Reactions 1 and 2 are SN2 reactions of stereoisomeric substrates 1 and 2 with the same nucleophile, leading to stereoisomeric substitution products 3 and 4, respectively. Thus, SN2 reactions are stereospecific.
eg. 2:
Reactions 3 and 4 are Diels-Alder reactions of stereoisomeric dienophiles 5 and 6 with the same diene, 1,3-butadiene. The products of the reaction of 5 is 7; the products of the reaction of 6 are 8 and 9. 7 and 8 are stereoisomers, so are 7 and 9. Thus, Diels-Alder reactions are stereospecific.
see stereoselective