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. 2015 May 11;137(28):9088–9093. doi: 10.1021/jacs.5b04091

Table 2. Summary of One-Flask [4 + 2]/Elimination/[4 + 2] Reactions Using Tetramethyleneethane Equivalents DMTB and THP-DMTB.

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a

Z = H.

b

Time reflects the full reaction time for all three steps. See Supporting Information for detailed conditions.

c

Product is a 15:1 mixture of diastereomers favoring the cis–anti–cis. See Supporting Information.

d

N-phenylmaleimide used as first dienophile.

e

Dimethylfumarate used as first dienophile.

f

Rh(I) catalyst used was [(naph)Rh(COD)]SbF6 in all cases.

g

Second [4 + 2] cycloaddition was run at 50 °C.

h

Procedure was slightly different from other entries. See Supporting Information.

i

Z = THP.