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. Author manuscript; available in PMC: 2020 May 29.
Published in final edited form as: J Am Chem Soc. 2019 May 16;141(21):8557–8573. doi: 10.1021/jacs.9b02443

Scheme 14.

Effect of Diene Geometry on Diastereoselectivity.a

Scheme 14

a Compare with Scheme 6. Reactions were run on 0.4 mmol scale with 5 mol% [Fe] precatalyst. Product ratios determined by gas chromatographic analysis and corroborated by relative integration of diagnostic resonances in the quantitative 13C NMR spectrum of the isolated material. b 98% [4+4] selectivity c 77% [4+4] selectivity d no 3b or 4b detected e <10% combined yield of dimeric products with 65% [4+4] selectivity, 74:26 3b : 4b d 30% combined yield dimeric products with 98% [4+4] selectivity; 44% yield iso-1b e 62% combined yield of dimeric products with 60% [4+4] selectivity; 38% yield iso-1b